Tetrahedron

Epoxidation with dioxiranes derived from 2-fluoro-2-substituted-1-tetralones and-1-indanones

DS Brown, BA Marples, P Smith, L Walton

Index: Brown, David S.; Marples, Brian A.; Smith, Paul; Walton, Lesley Tetrahedron, 1995 , vol. 51, # 12 p. 3587 - 3606

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Citation Number: 109

Abstract

Homochiral 2-fluoro-2-substituted-1-tetralones (10a, 10b, 13) and ethyl 2-fluoro-1-indanone- 2-carboxylate (16) have been isolated. The dioxirane derivatives of these ketones have been prepared in situ, and have been shown to epoxidise alkenes but not enantioselectively. The dioxirane derivative of methyl 2, 5, 7-trifluoro-1-indanone-2- carboxylate (18) has been shown to be comparatively efficient in epoxidation.